#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/73/2217324.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2217324
loop_
_publ_author_name
'Yilmaz, Veysel T.'
'Guney, Serkan'
'Kazak, Canan'
_publ_section_title
;
 trans-Bis[2-(piperazin-1-yl)ethanamine]bis(saccharinato)cobalt(II)
;
_journal_coeditor_code           SQ2006
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m59
_journal_page_last               m60
_journal_paper_doi               10.1107/S1600536807062745
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Co (C7 H4 N O3 S)2 (C6 H15 N3)2]'
_chemical_formula_moiety         'C26 H38 Co N8 O6 S2'
_chemical_formula_sum            'C26 H38 Co N8 O6 S2'
_chemical_formula_weight         681.69
_chemical_name_systematic
;
trans-Bis[2-(piperazin-1-yl)ethanamine]bis(saccharinato)cobalt(II)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                93.651(8)
_cell_angle_beta                 110.473(6)
_cell_angle_gamma                116.486(13)
_cell_formula_units_Z            1
_cell_length_a                   8.4294(7)
_cell_length_b                   9.3742(10)
_cell_length_c                   11.5618(10)
_cell_measurement_reflns_used    16784
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.97
_cell_measurement_theta_min      1.95
_cell_volume                     739.31(17)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED (Stoe & Cie, 2002)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Stoe IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1030
_diffrn_reflns_av_sigmaI/netI    0.0622
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9652
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.95
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.778
_exptl_absorpt_correction_T_max  0.8646
_exptl_absorpt_correction_T_min  0.7205
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(X-RED; Stoe & Cie, 2002)'
_exptl_crystal_colour            'light brown'
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             357
_exptl_crystal_size_max          0.580
_exptl_crystal_size_mid          0.407
_exptl_crystal_size_min          0.250
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.636
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2913
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0329
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0416P)²+0.1493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.0939
_reflns_number_gt                2635
_reflns_number_total             2913
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sq2006.cif
_cod_data_source_block           I
_cod_database_code               2217324
_cod_database_fobs_code          2217324
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Co Co1 0.5000 0.5000 0.5000 0.02842(12) Uani d S 1
S S1 0.60105(7) 0.20581(6) 0.86106(4) 0.03467(14) Uani d . 1
O O1 0.4721(2) 0.46565(17) 0.67018(13) 0.0386(3) Uani d . 1
O O2 0.7830(2) 0.2754(2) 0.97136(15) 0.0540(4) Uani d . 1
O O3 0.5203(3) 0.03573(19) 0.79884(17) 0.0557(4) Uani d . 1
N N1 0.6138(2) 0.3163(2) 0.75875(16) 0.0379(4) Uani d . 1
N N2 0.4126(2) 0.6783(2) 0.50483(16) 0.0324(3) Uani d . 1
N N3 0.8077(2) 0.73527(18) 0.62659(14) 0.0312(3) Uani d . 1
N N4 1.1486(2) 0.7105(2) 0.6325(2) 0.0498(5) Uani d D 1
C C1 0.4967(3) 0.3785(2) 0.74533(16) 0.0313(4) Uani d . 1
C C2 0.3873(3) 0.3351(2) 0.82672(17) 0.0311(4) Uani d . 1
C C3 0.4282(3) 0.2328(2) 0.89749(17) 0.0332(4) Uani d . 1
C C4 0.3404(3) 0.1714(3) 0.9774(2) 0.0441(5) Uani d . 1
H H4 0.3693 0.1030 1.0251 0.053 Uiso calc R 1
C C5 0.2076(3) 0.2162(3) 0.9835(2) 0.0501(5) Uani d . 1
H H5 0.1437 0.1752 1.0352 0.060 Uiso calc R 1
C C6 0.1672(3) 0.3207(3) 0.9146(2) 0.0508(5) Uani d . 1
H H6 0.0790 0.3508 0.9219 0.061 Uiso calc R 1
C C7 0.2570(3) 0.3805(3) 0.8352(2) 0.0436(5) Uani d . 1
H H7 0.2298 0.4502 0.7884 0.052 Uiso calc R 1
C C8 0.5815(3) 0.8468(2) 0.5672(2) 0.0379(4) Uani d . 1
H H8A 0.5428 0.9166 0.6017 0.046 Uiso calc R 1
H H8B 0.6277 0.8934 0.5052 0.046 Uiso calc R 1
C C9 0.7420(3) 0.8403(2) 0.67326(19) 0.0381(4) Uani d . 1
H H9A 0.8524 0.9514 0.7150 0.046 Uiso calc R 1
H H9B 0.6957 0.7976 0.7363 0.046 Uiso calc R 1
C C10 0.9221(3) 0.8211(2) 0.5561(2) 0.0405(4) Uani d . 1
H H10A 1.0226 0.9321 0.6082 0.049 Uiso calc R 1
H H10B 0.8365 0.8297 0.4785 0.049 Uiso calc R 1
C C11 1.0174(3) 0.7314(3) 0.5215(2) 0.0475(5) Uani d . 1
H H11A 0.9159 0.6234 0.4642 0.057 Uiso calc R 1
H H11B 1.0910 0.7925 0.4759 0.057 Uiso calc R 1
C C12 1.0468(3) 0.6362(3) 0.7102(2) 0.0448(5) Uani d . 1
H H12A 1.1410 0.6398 0.7898 0.054 Uiso calc R 1
H H12B 0.9525 0.5210 0.6657 0.054 Uiso calc R 1
C C13 0.9411(3) 0.7169(3) 0.74108(18) 0.0390(4) Uani d . 1
H H13A 0.8658 0.6515 0.7842 0.047 Uiso calc R 1
H H13B 1.0371 0.8253 0.7997 0.047 Uiso calc R 1
H H2A 0.348(3) 0.681(3) 0.424(2) 0.043(6) Uiso d . 1
H H2B 0.337(3) 0.655(3) 0.543(2) 0.040(6) Uiso d . 1
H H4A 1.244(3) 0.804(2) 0.677(3) 0.064(8) Uiso d D 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Co1 O1 2_666 . 180.0000(10) ?
O1 Co1 N2 2_666 2_666 88.47(6) ?
O1 Co1 N2 . 2_666 91.53(6) y
O1 Co1 N2 2_666 . 91.53(6) ?
O1 Co1 N2 . . 88.47(6) y
N2 Co1 N2 2_666 . 180.0000(10) ?
O1 Co1 N3 2_666 . 92.94(6) ?
O1 Co1 N3 . . 87.06(6) y
N2 Co1 N3 2_666 . 99.38(6) ?
N2 Co1 N3 . . 80.62(6) y
O1 Co1 N3 2_666 2_666 87.06(5) ?
O1 Co1 N3 . 2_666 92.94(6) y
N2 Co1 N3 2_666 2_666 80.62(6) ?
N2 Co1 N3 . 2_666 99.38(6) y
N3 Co1 N3 . 2_666 180.0 ?
O2 S1 O3 . . 114.88(11) ?
O2 S1 N1 . . 111.71(10) ?
O3 S1 N1 . . 110.32(10) ?
O2 S1 C3 . . 110.86(10) ?
O3 S1 C3 . . 110.47(10) ?
N1 S1 C3 . . 97.23(9) ?
C1 O1 Co1 . . 136.88(13) ?
C1 N1 S1 . . 110.72(14) ?
C8 N2 Co1 . . 112.04(11) ?
C8 N2 H2A . . 105.0(14) ?
Co1 N2 H2A . . 110.7(16) ?
C8 N2 H2B . . 110.3(16) ?
Co1 N2 H2B . . 110.0(16) ?
H2A N2 H2B . . 109(2) ?
C10 N3 C9 . . 109.30(15) ?
C10 N3 C13 . . 107.64(15) ?
C9 N3 C13 . . 107.08(15) ?
C10 N3 Co1 . . 115.28(12) ?
C9 N3 Co1 . . 99.17(11) ?
C13 N3 Co1 . . 117.56(11) ?
C12 N4 C11 . . 109.61(16) ?
C12 N4 H4A . . 108(2) ?
C11 N4 H4A . . 109(2) ?
O1 C1 N1 . . 125.08(18) ?
O1 C1 C2 . . 120.27(17) ?
N1 C1 C2 . . 114.64(15) ?
C7 C2 C3 . . 120.25(19) ?
C7 C2 C1 . . 128.66(17) ?
C3 C2 C1 . . 111.08(17) ?
C4 C3 C2 . . 122.14(19) ?
C4 C3 S1 . . 131.55(16) ?
C2 C3 S1 . . 106.31(14) ?
C3 C4 C5 . . 116.93(19) ?
C3 C4 H4 . . 121.5 ?
C5 C4 H4 . . 121.5 ?
C4 C5 C6 . . 121.7(2) ?
C4 C5 H5 . . 119.2 ?
C6 C5 H5 . . 119.2 ?
C7 C6 C5 . . 120.3(2) ?
C7 C6 H6 . . 119.9 ?
C5 C6 H6 . . 119.9 ?
C2 C7 C6 . . 118.75(19) ?
C2 C7 H7 . . 120.6 ?
C6 C7 H7 . . 120.6 ?
N2 C8 C9 . . 109.12(15) ?
N2 C8 H8A . . 109.9 ?
C9 C8 H8A . . 109.9 ?
N2 C8 H8B . . 109.9 ?
C9 C8 H8B . . 109.9 ?
H8A C8 H8B . . 108.3 ?
N3 C9 C8 . . 112.44(16) ?
N3 C9 H9A . . 109.1 ?
C8 C9 H9A . . 109.1 ?
N3 C9 H9B . . 109.1 ?
C8 C9 H9B . . 109.1 ?
H9A C9 H9B . . 107.8 ?
N3 C10 C11 . . 111.99(17) ?
N3 C10 H10A . . 109.2 ?
C11 C10 H10A . . 109.2 ?
N3 C10 H10B . . 109.2 ?
C11 C10 H10B . . 109.2 ?
H10A C10 H10B . . 107.9 ?
N4 C11 C10 . . 113.47(19) ?
N4 C11 H11A . . 108.9 ?
C10 C11 H11A . . 108.9 ?
N4 C11 H11B . . 108.9 ?
C10 C11 H11B . . 108.9 ?
H11A C11 H11B . . 107.7 ?
N4 C12 C13 . . 115.08(18) ?
N4 C12 H12A . . 108.5 ?
C13 C12 H12A . . 108.5 ?
N4 C12 H12B . . 108.5 ?
C13 C12 H12B . . 108.5 ?
H12A C12 H12B . . 107.5 ?
N3 C13 C12 . . 113.48(17) ?
N3 C13 H13A . . 108.9 ?
C12 C13 H13A . . 108.9 ?
N3 C13 H13B . . 108.9 ?
C12 C13 H13B . . 108.9 ?
H13A C13 H13B . . 107.7 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 O1 2_666 2.0897(13) ?
Co1 O1 . 2.0897(13) y
Co1 N2 2_666 2.1101(16) ?
Co1 N2 . 2.1101(16) y
Co1 N3 . 2.3589(16) y
Co1 N3 2_666 2.3589(16) ?
S1 O2 . 1.4274(15) ?
S1 O3 . 1.4376(16) ?
S1 N1 . 1.6214(16) ?
S1 C3 . 1.763(2) ?
O1 C1 . 1.257(2) ?
N1 C1 . 1.326(3) ?
N2 C8 . 1.474(2) ?
N2 H2A . 0.91(3) ?
N2 H2B . 0.85(3) ?
N3 C10 . 1.478(3) ?
N3 C9 . 1.482(2) ?
N3 C13 . 1.485(2) ?
N4 C12 . 1.454(3) ?
N4 C11 . 1.463(3) ?
N4 H4A . 0.838(17) ?
C1 C2 . 1.490(3) ?
C2 C7 . 1.373(3) ?
C2 C3 . 1.380(2) ?
C3 C4 . 1.378(3) ?
C4 C5 . 1.380(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.385(4) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.379(3) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 C9 . 1.504(3) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 C11 . 1.515(3) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C12 C13 . 1.512(3) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H2B N4 1_455 0.85(3) 2.38(3) 3.172(3) 154(2)
N2 H2A N1 2_666 0.91(3) 2.25(3) 2.982(2) 137(2)
N4 H4A O3 1_665 0.838(17) 2.221(18) 3.054(3) 173(3)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion
N2 Co1 O1 C1 2_666 0.70(18)
N2 Co1 O1 C1 . -179.30(18)
N3 Co1 O1 C1 . -98.62(18)
N3 Co1 O1 C1 2_666 81.38(18)
O2 S1 N1 C1 . -115.72(15)
O3 S1 N1 C1 . 115.20(15)
C3 S1 N1 C1 . 0.18(15)
O1 Co1 N2 C8 2_666 -86.23(13)
O1 Co1 N2 C8 . 93.77(13)
N3 Co1 N2 C8 . 6.49(13)
N3 Co1 N2 C8 2_666 -173.51(13)
O1 Co1 N3 C10 2_666 -3.65(13)
O1 Co1 N3 C10 . 176.35(13)
N2 Co1 N3 C10 2_666 85.29(13)
N2 Co1 N3 C10 . -94.71(13)
O1 Co1 N3 C9 2_666 112.87(11)
O1 Co1 N3 C9 . -67.13(11)
N2 Co1 N3 C9 2_666 -158.19(11)
N2 Co1 N3 C9 . 21.81(11)
O1 Co1 N3 C13 2_666 -132.30(13)
O1 Co1 N3 C13 . 47.70(13)
N2 Co1 N3 C13 2_666 -43.36(14)
N2 Co1 N3 C13 . 136.64(14)
Co1 O1 C1 N1 . 24.4(3)
Co1 O1 C1 C2 . -154.52(14)
S1 N1 C1 O1 . -178.10(15)
S1 N1 C1 C2 . 0.9(2)
O1 C1 C2 C7 . -1.3(3)
N1 C1 C2 C7 . 179.63(19)
O1 C1 C2 C3 . 177.19(16)
N1 C1 C2 C3 . -1.9(2)
C7 C2 C3 C4 . 0.6(3)
C1 C2 C3 C4 . -178.03(17)
C7 C2 C3 S1 . -179.55(15)
C1 C2 C3 S1 . 1.80(18)
O2 S1 C3 C4 . -64.8(2)
O3 S1 C3 C4 . 63.7(2)
N1 S1 C3 C4 . 178.58(19)
O2 S1 C3 C2 . 115.35(14)
O3 S1 C3 C2 . -116.12(14)
N1 S1 C3 C2 . -1.22(14)
C2 C3 C4 C5 . 0.3(3)
S1 C3 C4 C5 . -179.46(17)
C3 C4 C5 C6 . -1.3(3)
C4 C5 C6 C7 . 1.3(4)
C3 C2 C7 C6 . -0.6(3)
C1 C2 C7 C6 . 177.80(19)
C5 C6 C7 C2 . -0.4(3)
Co1 N2 C8 C9 . -34.5(2)
C10 N3 C9 C8 . 72.7(2)
C13 N3 C9 C8 . -170.98(16)
Co1 N3 C9 C8 . -48.30(17)
N2 C8 C9 N3 . 59.5(2)
C9 N3 C10 C11 . 172.09(16)
C13 N3 C10 C11 . 56.1(2)
Co1 N3 C10 C11 . -77.30(18)
C12 N4 C11 C10 . 52.0(2)
N3 C10 C11 N4 . -58.3(2)
C11 N4 C12 C13 . -49.1(2)
C10 N3 C13 C12 . -53.1(2)
C9 N3 C13 C12 . -170.55(17)
Co1 N3 C13 C12 . 79.06(19)
N4 C12 C13 N3 . 52.0(2)
